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| 5/27/2023 | Whittemore Speedway - Whittemore, MI Whittemore Speedways 75th Anniversary - Opening Night! Pro Legends, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 4th | - | - | 21st |
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| 6/10/2023 | Whittemore Speedway - Whittemore, MI Meet the Sportsman and Legend Drivers Street Stocks, Pro Legends, Asphalt Economy Trucks, Asphalt Mini Stock | Rain Out |
| 6/24/2023 | Whittemore Speedway - Whittemore, MI Nicole Rene Northern Nationals/I-500 Pure Michigan Summer Tour Street Stocks, Pro Legends, Asphalt Economy Trucks, Asphalt Mini Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 2nd | - | - | 14th |
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| 7/1/2023 | Whittemore Speedway - Whittemore, MI Modifieds and Fireworks!! Street Stocks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 8th | - | - | 8th |
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| 7/22/2023 | Whittemore Speedway - Whittemore, MI Meet the Limited Late Model and Dwarf Drivers Dwarf, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 6th | - | - | DNS |
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| 7/29/2023 | Whittemore Speedway - Whittemore, MI Kids Bike Races Street Stocks, Pro Legends, Asphalt Economy Trucks, Asphalt Mini Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 7th | - | - | 5th |
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| 8/5/2023 | Whittemore Speedway - Whittemore, MI Dwarf - LS - FWD Dwarf, Asphalt Economy Trucks, Asphalt Mini Stock, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 6th | - | - | 11th |
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| 8/12/2023 | Whittemore Speedway - Whittemore, MI Auto Racing Fan Club Night/Gene Ott Memorial FWD Race Street Stocks, Asphalt Mini Stock, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 4th | - | 1st | 18th |
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| 9/2/2023 | Whittemore Speedway - Whittemore, MI Season Championship Night #2 Asphalt Economy Trucks, Asphalt Mini Stock, Pro Late Model, Pure Stock | Results | | Jacob Wooster (Asphalt Mini Stock) | 2nd | - | - | 9th |
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